7A-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7A-tetrahydro-1H-pyrrolo[1,2-A]pyrrole-7-carbonitrile

Identification

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Name
7A-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7A-tetrahydro-1H-pyrrolo[1,2-A]pyrrole-7-carbonitrile
Accession Number
DB06972
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 408.28
Monoisotopic: 407.059217531
Chemical Formula
C22H15Cl2N3O
InChI Key
TZCXQSNBTXDAJG-QFIPXVFZSA-N
InChI
InChI=1S/C22H15Cl2N3O/c23-17-8-16(9-18(24)10-17)20-19(13-26)22(6-1-7-27(22)21(20)28)11-14-2-4-15(12-25)5-3-14/h2-5,8-10H,1,6-7,11H2/t22-/m0/s1
IUPAC Name
(7aS)-7a-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile
SMILES
ClC1=CC(=CC(Cl)=C1)C1=C(C#N)[C@@]2(CC3=CC=C(C=C3)C#N)CCCN2C1=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UIntegrin alpha-LNot AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
16040268
PubChem Substance
99443443
ChemSpider
13168816
ChEMBL
CHEMBL232942
HET
2O7
PDB Entries
2o7n

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00705 mg/mLALOGPS
logP4.3ALOGPS
logP4.59ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)1.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area67.89 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity109.32 m3·mol-1ChemAxon
Polarizability41.13 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9812
Caco-2 permeable+0.512
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor IInhibitor0.802
P-glycoprotein inhibitor IIInhibitor0.957
Renal organic cation transporterInhibitor0.6812
CYP450 2C9 substrateNon-substrate0.822
CYP450 2D6 substrateNon-substrate0.7798
CYP450 3A4 substrateSubstrate0.7535
CYP450 1A2 substrateInhibitor0.5703
CYP450 2C9 inhibitorInhibitor0.6181
CYP450 2D6 inhibitorNon-inhibitor0.7223
CYP450 2C19 inhibitorInhibitor0.7454
CYP450 3A4 inhibitorInhibitor0.8925
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8936
Ames testNon AMES toxic0.6553
CarcinogenicityNon-carcinogens0.8741
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6696 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9217
hERG inhibition (predictor II)Inhibitor0.5522
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as pyrrolizines. These are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrrolizines
Sub Class
Not Available
Direct Parent
Pyrrolizines
Alternative Parents
Dichlorobenzenes / Benzonitriles / Aryl chlorides / Tertiary carboxylic acid amides / Pyrrolines / Pyrrolidines / Lactams / Nitriles / Azacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
Benzonitrile / Pyrrolizine / 1,3-dichlorobenzene / Chlorobenzene / Halobenzene / Aryl chloride / Aryl halide / Monocyclic benzene moiety / Benzenoid / Tertiary carboxylic acid amide
show 19 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Integrin alpha-L/beta-2 is a receptor for ICAM1, ICAM2, ICAM3 and ICAM4. It is involved in a variety of immune phenomena including leukocyte-endothelial cell interaction, cytotoxic T-cell mediated ...
Gene Name
ITGAL
Uniprot ID
P20701
Uniprot Name
Integrin alpha-L
Molecular Weight
128768.495 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:18 / Updated on August 02, 2019 07:58